Updating...
Relevance
Price: low to high
Price: high to low
Number of reviews
Responds fast! avg. 2 hours 50 minutes
Price per night from
$95
Price per night from
$273
Responds fast! avg. 2 hours 50 minutes
Price per night from
$95
Price per night from
$284
Responds fast! avg. 1 hour 55 minutes
Price per night from
$1,585
Kailua Beachfront~private~newly renovated home w/stunning views
Kailua house
3 bedrooms / 2 bathrooms / sleeps 8
Responds fast! avg. 1 hour 55 minutes
Price per night from
$1,051
Mokulua Aina~Lanikai Steps to Lanikai Beach. SPECIAL FALL RATES!
Kailua house
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 1 hour 55 minutes
Price per night from
$720
Pristine X lg 1 bdrm 1 bath aprt w/Sweeping Views of Kailua
Kailua apartment
1 bedroom / 1 bathroom / sleeps 4
“You will be very happy you stayed here” We are very experienced travelers and also rent our vacation home so have a perspective on both sides of this equation. We are a family of four with two teenage daughters (ages 14 and 13 at time of the stay). If you rent from Patty you will be very happy you made the decision. 1) Hosts - Patty was so welcoming, friendly and helpful without ever being intrusive. She was a wealth of knowledge and was so willing to share her insights to ensure we hit the best spots at the right times to ensure a great experience. 2) Apartment - The pictures are very accurate so you really get what you see. The apartment has very "homey" feeling. The decor is local and tasteful, the kitchen fully equipped. The Lanai had really nice breezes and sunrises. It also had hooks which came in handy when drying things. While we didn't watch much TV there were plenty of options (cable, netflix, pandora) as well as a small stereo system. There were games to play, books to read (including several on Hawaii that we loved), and the all-important washer/dryer. 3) The Stuff - One of the things we loved about the apartment was the plethora recreational toys at our disposal. Beach chairs, umbrellas, boogie boards, snorkels, masks, coolers, sup's, Kayaks, bikes, etc. If you needed it, they had it which was huge for a family that spent everyday on the ridiculously nice beaches a short drive away. 4) The Location - Check it out on the map. It sits just above town in a neighborhood. It is not walking distance from the beach or town but a 5 minute drive (and free street parking) gets you there before you know it. It is walking distance to a great yoga co-op (Aloha Yoga Kula) which we went to several times and loved. Some may want to be closer to the action but we found the location close enough. All in all, this is a fantastic rental and we thought a great value. The personal touch offered by Patty puts it over the top. Do yourself a favor and book it before someone else does!
Responds fast! avg. 1 hour 31 minutes
Price per night from
$222
SUITE ALOHA – Romantic Island Retreat 2 Blocks from Kailua Beach Park & Downtown
Kailua house
1 bedroom / 1 bathroom / sleeps 2
“"Lovely"” We stayed at Suite Aloha in September for 11 days. The room was spacious, airy and very comfortable. There was a huge ceiling fan to cool the entire room throughout the day and night. We were awakened by the sweet fragrance of plumeria as it floated through the windows every morning. Lovely! Sabine thought of everything to make our stay comfortable. We were welcomed with fresh fruit and a Beautiful arrangement of fresh Hawaiian flowers. There were beach items available for us to use including a beach umbrella, chairs, mats and beach bag. The location was ideal. We could easily walk to Kailua Beach or to Kailua town. Kailua town has plenty of upscale shops and restaurants. There was even a brand new Target there. We would definitely stay there again. It was lovely!
Price per night from
$107
Private Beachlane House * 2 bedrooms & 1 1/2 bath * AC
Kailua house
2 bedrooms / 1 bathroom / sleeps 5
Responds fast! avg. 2 hours 9 minutes
Price per night from
$333
Responds fast! avg. 2 hours 9 minutes
Price per night from
$129
Air-conditioned Delightful & Spacious Apartment with full Kitchen
Kailua apartment
2 bedrooms / 1 bathroom / sleeps 4
Responds fast! avg. 2 hours 9 minutes
Price per night from
$167
Responds fast! avg. 2 hours 9 minutes
Price per night from
$103
Last Minute Opening! Private & Charming Studio * AC * strong WIFi *
Kailua studio
Studio / 1 bathroom / sleeps 2
Responds fast! avg. 2 hours 9 minutes
Price per night from
$111
Responds fast! avg. 2 hours 9 minutes
Price per night from
$91
Unique Apartment in excellent location * close to Kailua beach & town
Kailua apartment
1 bedroom / 1 bathroom / sleeps 3
Responds fast! avg. 2 hours 9 minutes
Price per night from
$154
Responds fast! avg. 2 hours 9 minutes
Price per night from
$98
Island style Homebase * 2 bedroom & 1 bath - Central Air
Kailua apartment
2 bedrooms / 1 bathroom / sleeps 4
Responds fast! avg. 2 hours 9 minutes
Price per night from
$167
Responds fast! avg. 2 hours 9 minutes
Price per night from
$110
Responds fast! avg. 2 hours 9 minutes
Price per night from
$87
Makani Moana - Lanikai; w/spectacular views of the Mokulua Islands
Kailua house
4 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 1 hour 55 minutes
Price per night from
$849
Responds fast! avg. 1 hour 55 minutes
Price per night from
$876
***PARADISE FOUND: The Orchid Room at Seal Cove*** PRIVATE BATHROOM (not shared)
Kailua house
1 bedroom / 1 bathroom / sleeps 3
Price per night from
$184
Kainui - Kailua. Updated and Contemporary. Close to Kailua Beach.
Kailua house
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 1 hour 55 minutes
Price per night from
$1,048
Responds fast! avg. 1 hour 22 minutes
Price per night from
$182
Price per night from
$170
Kailua, Cozy, 2 bedroom, duplex home, carport, yard, BBQ
Kailua house
2 bedrooms / 1 bathroom / sleeps 4
Responds fast! avg. 1 hour 22 minutes
Price per night from
$137
Price per night from
$650
Kailua Beachfront w/Pool - Licensed Rental #90/TVU-0142
Kailua house
3 bedrooms / 3 bathrooms / sleeps 10
Responds fast! avg. 1 hour 55 minutes
Price per night from
$5,672
Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of
Kailua house
5 bedrooms / 2 bathrooms / sleeps 10
Responds fast! avg. 3 hours 45 minutes
Price per night from
$2,954
Responds fast! avg. 3 hours 28 minutes
Price per night from
$2,369
Kailua, Cozy, Spacious Duplex Home, carport, yard, BBQ
Kailua house
1 bedroom / 1 bathroom / sleeps 3
Responds fast! avg. 1 hour 22 minutes
Price per night from
$125
Steps to Kailua Beach; Newly Remodeled, Spacious home w/heated pool.
Kailua house
6 bedrooms / 5 bathrooms / sleeps 12
Responds fast! avg. 1 hour 55 minutes
Price per night from
$892
Price per night from
$682
CHRISTMAS CANCELLATION - BEACH FRONT KAILUA W/POOL. CALL NOW!
Kailua house
5 bedrooms / 4 bathrooms / sleeps 10
Responds fast! avg. 1 hour 55 minutes
Price per night from
$3,081
Great rentals within 20 miles that match your search
2 Adjoining Suites --- POSH AND LAVISH --- Direct Ocean Views
Honolulu condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$790
“Great central location” Cozy condo, well provisioned with cooking supplies, linens and towels. The owner was very responsive to questions and called during my stay to be sure all was well. The room is small and I'm not sure how 4 people would fit as there was a queen size bed and a chair that converted to a single bed. The sliding glass doors make the room feel larger but there is no balcony. As it is located next to the Ala Moana center, food, shopping and transportation are readily available. The bus system is very easy to use.
Price per night from
$191
Viewing 38 of 364
rentals in Kailua
About Kailua
Just a quick drive from the capital of Honolulu and Waikiki Beach, the small coastal town of Kailua is one of Hawaii's most picturesque and accessible beach communities. Overlooking the expansive, sapphire blue Kailua Bay, the town is bordered by a gorgeous white sand beach, often ranked among the best in Hawaii. Bring your book, a beach towel, and a pair of flip flops; you don't need much more to enjoy life in Kailua.
With continuous trade winds rolling off the coast, the climate is always comfortable in sunny Kailua, Hawaii. Thanks to the steady breeze, it is also a great spot for windsurfing and other beach activities, like horseback riding, swimming, kayaking, and snorkeling. If you want to explore the tropical scenery around Kailua, there are also tons of hiking trails in the surrounding Koolau Ridge and the Ka Iwi Ridge.
Here are a few additional suggestions of things to do in Kailua:
- Kailua Beach Park: An uninterrupted two-mile stretch of white sand and blue sea, Kailua Beach has been repeatedly named one of Hawaii's best beaches.
- Lanikai: Just outside Kailua, the small community of Lanikai is home to another incredibly beautiful stretch of sand.
- Honolulu and Waikiki: If you visit Kailua, don't overlook its famous neighbor, the fun capital city of Honolulu.
- Ka'iwa Ridge Trail: Spend a few hours ascending the Ka'iwa Ridge for fabulous views of Kailua Bay below.
- Kawainui Marsh: Just outside Kailua, Hawaii's largest wetland and freshwater lagoon is a wonderful place to observe unusual birds and vegetation.
- Ulupo Heiau State Historic Site: This historic Hawaiian temple was built in the 18th century and is believed to be the former home of several Oahu chiefs.
If you are coming to stay on this piece of paradise, look for a comfortable vacation rental for the family or a luxury villa with ocean views for a romantic getaway. You can also find a condo or apartment for rent, often within walking distance of the waves.
Top Destination reviews
Also consider
- Honolulu 216 properties
- Kahala 98 properties
- Kapolei 95 properties
- Kahuku 61 properties
- Waianae 15 properties
- Makaha 11 properties
- Kawela Bay 7 properties
- Laie 6 properties
- Pupukea 5 properties
- Hawaii Kai 5 properties
- Hauula 5 properties
- Maui 1,713 properties
- Island of Hawaii 608 properties
- Oahu 577 properties
- Kauai 419 properties
- Molokai 14 properties
- Hawaii 3,331 properties
- Arizona 2,267 properties
- New York 1,970 properties
- Oregon 1,131 properties
- Wisconsin 553 properties
- Maine 548 properties
- Vermont 464 properties
- Indiana 277 properties
- Kentucky 257 properties
- Wyoming 157 properties
- Rhode Island 150 properties
- Illinois 142 properties
- Delaware 111 properties
- Kansas 81 properties
- Iowa 65 properties
- North Dakota 48 properties